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For a huge selection of fruits and vegetables, artwork and handmade clothes and accessories, visit Puerto Vallarta’s Old Town Farmers Market and Tianguis Cultural. Participating vendors must live or work within 50 kilometers of the markets, so all goods are local. If you’re traveling with kids, be sure to visit the market’s “Children’s Arts and Crafts Area,” where your kids can have their faces painted or participate in an art project. The market is held every Saturday from 9:30am-2:00pm.

One of my favorite places in the whole world—Vieques! I’m actually a little apprehensive to share, because I’d love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.

The historic El Porteño building, a onetime grain warehouse made of imported Manchester bricks, was slated for demolition in 1998 before a local cultural preservation group stepped in. Soon after, Argentine fashion designer Alan Faena picked it up and hired designer Philippe Starck to turn the old mill into his outlandish dream of a hotel, the Faena Hotel. It opened in 2004 on the now-gentrifying Puerto Madero waterfront, becoming an anchor for future developments—apartment buildings, international hotel brands, and ritzy restaurants. The Faena dares to be different in every aspect. Guests are introduced to the hotel creators’ own ideas of luxury, where black marble meets claw-foot tubs and red velvet meets white leather. The property has become something of a social center and playground for the wealthy, attracting locals to the funky cabaret with nightly tango performances, now almost legendary, or to the antique book–lined lounge and 1920s throwback decor. Multiple restaurants and a pool bar, fronting one of the largest pools in the city, help maintain a steady stream of activity.

La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

Across the bay from Puerto Ayora on Santa Cruz Island, Finch Bay is one of the few hotels in the Galapagos Islands located near a beach. While the hotel prides itself on its ecofriendly touches—such as its own water treatment plant, solar panels, a composting system, and the addition of 500 new mangrove plants surrounding the hotel—the atmosphere is more that of a contemporary resort than a rustic nature lodge. Outside, an oversized pool overlooks the ocean; inside, a Cordon Bleu–trained chef heads a modern restaurant. Dark volcanic stones line the walls in the suites, while standard rooms all come with hammock-slung wooden balconies. Like most hotels in the Galapagos, Finch Bay is all-inclusive, providing land and sea excursions to attractions like the highlands of Santa Cruz, to search for giant tortoises in the wild. Also included are daily excursions on the hotel’s private yacht to nearby islands like Bartolomé or North Seymour, national park highlights, which can be reached on day trips.

This little village fuels many a Chilean’s vision of the south—Germanic towns nestled among sapphire-hued lakes—and is often synonymous with summer vacation. Frutillar, just north of Puerto Varas, seems to be straight from Bavaria with its majestic “casonas,” built in the German tradition—a nod to the strong ancestry and settlement in the region. Frutillar’s lakefront has black-sand beaches, the shimmering lake dotted with white swans, magnificent views of the Osorno volcano, manicured lawns, and darling boutiques and cafes along the town’s streets. During the last week of January and first week of February, music lovers flock to Frutillar for the classical music festival where maestros from all over the world play in the Teatro del Lago, with some of the best acoustics in Chile. Besides strolling the relaxed lakefront, Frutillar is perfect to stop for a coffee and “kuchen,” a delectable German cake found throughout the lake district made with seasonal fruit.

We took a four night trip to the Peruvian jungle and the Macaws at this clay-lick were a highlight from the boat trip up the river.

Chef Peter Schintler’s San Juan restaurant remains one of the capital’s top fine dining destinations after more than a decade in operation. Marmalade, located in Old San Juan, has allowed Schintler to experiment with international flavors and techniques picked up at previous stints in kitchens around the world, including one at New York’s fabled Le Cirque. While beloved by omnivores and travelers who will jet-set for cocktails, vegetarians especially appreciate Schintler’s menu, which includes a spiced cauliflower meze and hand-rolled black truffle pappardelle. Reservations are definitely recommended.

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

Guavate, a section of Cayey better known as the Ruta del Lechon (“Pork Highway”), bursts into a rush of food-infused ecstasy every Friday and Saturday. People from all parts of the island come to watch someone roast a whole pig over the open fire before chopping it with a machete. Side dishes abound. I recommend sorrullos (corn sticks), bacalaitos (cod fritters), alcapurrias (fritters made of plantain dough and stuffed with meat), and rice with different types of beans. The blood sausage is not for me, but my father and boyfriend devour it every chance they get. Here in the mountains, shacks of all sizes let you pick your poison—beer, piña colada, or mojito (made from lime, mint leaves, rum, and sugar)—and drink to the beat of salsa and reggateon music. This creates the euphoric atmosphere for which Puerto Ricans are so famous. The cherry on top of the piña colada: Guavate lets you absorb the laughter, music, and food for a reasonable price. If you want the pig, but not the rambunctiousness, take your food to El Yunque National Forest and eat it by a waterfall (see my “Swimming Under a Hidden Waterfall” highlight). To find it, get on Luis A. Ferre Expressway, take the exit toward PR-184, and follow the signs for Guavate. You’ll start seeing pork soon after you take PR-184, but wait about fifteen minutes (until you’re around km 27) before you stop to get all the real action.

Beef is everywhere in Buenos Aires, but there are a few parrillas in town that stand above the rest for quality. Within that category, La Cabrera offers a unique experience. Yes, the focus is on the meat, but the sides almost steal the show—surprising vegetable dishes accompany each entrée, and in sharable portions. It’s typically packed with locals and tourists alike, so expect long waits any night of the week. That said, for those who can live with dinner earlier than Argentina’s customary 9 p.m. or later, La Cabrera offers an early seating they call “happy hour” that’s wait-free and includes a 40 percent discount on all menu items.

Though the DR isn’t traditionally known for its surfing, the little town of Cabarete (a 30-minute drive from the Puerto Plata airport) is fast becoming a hot spot for newbies and those wanting to take their board skills to a new level. Cabarete boasts several surf camps including SWELL, “a purpose-built surf camp” that attracts surfers and wannabe surfers from all corners of the globe. A cross between a hostel and a just-the-basics boutique hotel, the camp has co-ed quad dorms and private rooms accommodating some two dozen travelers of all ages — a healthy mix of singles and couples, mostly urban professionals. Days here start really early, but what does it matter when you’re on the water catching waves? (There’s always the rest of the day to make up for that lost shut-eye.) Once you’re done with your surfboard, wander into Cabarete to grab a cerveza and a bite. Be sure to check out the town’s other favorite pastime, kitesurfing. Just look to the sky.

Have you been here? Tell us about it below!End your day in Old San Juan with a pre-dinner stroll along the water, alongside the Old City Walls. It’s that time of day when everything seems to slow down, even the waters of the Caribbean Sea begin to ease into a glassy stillness - perfectly reflecting the midnight blue sky and the incandescent glow of the street lamps. Start from Paseo de la Princesa, at the Raices Fountain, and wind your way around the walls. Take in the views of the setting sun from the benches that line the walkway. Reminisce about the day and linger. There’s no need to rush into the night and tomorrow will come soon enough.